Vintage homes for sale & real estate in Montgomery County, TN

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ABOUT THIS HOME
Vintage Home for sale in Montgomery County, TN:
RARE FIND!!!! Absolutely AWESOME Historic house in the heart of Clarksville on 2+ acres with AMAZING shops / outbuildings (32'x40')!!! These opportunities do not come around often. This 4 bedroom / 3 bath home has a covered carport, fenced yard, paved drive, tall ceilings, original hardwood floors, Lots of charm and offers potential business opportunities in the HUGE shop (check with city of Clarksville for details and zoning). You really must see this property to appreciate it! Near I-24, shopping, grocery, restaurants, etc.

$499,900

4 beds3 baths3,186 sq ft

2343 Old Ashland City Rd, Clarksville, TN 37043

Paved drive • Historic house • Fenced yard

Listing provided by REALTRACS as Distributed by MLS Grid

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, TN:
Step back in time with this rare vintage home built in 1858, located in the heart of Downtown and just steps from Austin Peay State University. Rich with historic character and timeless charm, this property offers endless potential for restoration, redevelopment, or investment opportunities. Featuring classic architectural details and a prime location, this property is ready for someone with vision to bring it back to life. The property needs renovation and is being sold as-is. Zoned for additional possibilities, offering flexibility for future use and investment potential. Public auction with reserve. Please submit all offers must by email to TERMS OF OFFERING (located in Docs. ) by the de

Unknown

5 beds3.5 baths6,714 sq ft

529 York St, Clarksville, TN 37040

Vintage home • Historic character • Investment potential

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, TN:
This Clarksville home provides refreshed single-level living on a broad lot with mature trees, a long driveway, and backyard space with exterior storage access. Inside, neutral paint, wood-look flooring, bright windows, and a brick fireplace create comfortable living and dining areas with a simple flow into the kitchen. The kitchen includes dark cabinetry, stainless-steel appliances, tile backsplash, and ample window light. Bedrooms include wood-look flooring, natural light, and practical closet storage, while the bathrooms feature updated vanities, tile-style shower details, and tub/shower space. A finished lower-level room adds flexible living or hobby space. Recent work included paint, f

$248,000

3 beds2 baths1,422 sq ft

1223 Beverly Hills Dr, Clarksville, TN 37040

Broad lot • Long driveway • Single-level living

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, TN:
Beautiful home featuring a stunning kitchen with oversized islands, spacious bedrooms with abundant storage, and an abundance of natural light. Enjoy a covered patio and a beautifully finished basement, perfect for additional living or entertaining space.

$419,500

3 beds4 baths2,418 sq ft

276 E Porters Bluff Rd, Clarksville, TN 37040

Covered patio • Finished basement • 0.71 acre lot

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, TN:
Price Cut!!!! Income producing multi-family property for investors or first home buyers. live in one part and rent the other!!! First floor is currently leased for 1400. Basment is ready to be rented for 850 or you can live in it. Plus a second lot which features three car garages and is potentially an opportunity to build a duplex in the future. This 5 beds 3.5 baths is the perfect investment property or starter home! Complete renovations done nine months ago with fresh paint, new appliances and new floors and light fixtures. Minutes from downtown and a 30 minute drive to Fort Campbell, you'll love the prime location and the convenience of the property being close to everything. Please do

$299,000

5 beds3.5 baths2,808 sq ft

428 Shelby St, Clarksville, TN 37042

Fresh paint • Three car garages • Complete renovations

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 165 E Glenwood Dr, Clarksville, TN 37040, 4 beds, 2.5 baths

$385,000

4 beds2.5 baths2,782 sq ft

165 E Glenwood Dr, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 612 Anderson Dr, Clarksville, TN 37040, 3 beds, 2 baths

$325,000

3 beds2 baths1,463 sq ft

612 Anderson Dr, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 741 Gracey Ave, Clarksville, TN 37040, 3 beds, 2 baths

$200,000

3 beds2 baths1,380 sq ft

741 Gracey Ave, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 324 Willow Hts, Clarksville, TN 37040, 2 beds, 1 bath

$239,000

2 beds1 bath978 sq ft

324 Willow Hts, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 109 Rudolph Dr, Clarksville, TN 37040, 5 beds, 2 baths

$389,900

5 beds2 baths2,216 sq ft

109 Rudolph Dr, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 2385 Old Ashland City Rd, Clarksville, TN 37043, 3 beds, 3.5 baths

$975,000

3 beds3.5 baths4,616 sq ft

2385 Old Ashland City Rd, Clarksville, TN 37043

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 925 Crossland Ave, Clarksville, TN 37040, 2 beds, 2 baths

$265,000

2 beds2 baths1,464 sq ft

925 Crossland Ave, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 108 Meadowbrook Dr, Clarksville, TN 37042, 3 beds, 1 bath

$255,900

3 beds1 bath1,500 sq ft

108 Meadowbrook Dr, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 303 Park Ln, Clarksville, TN 37042, 2 beds, 1 bath

$199,400

2 beds1 bath754 sq ft

303 Park Ln, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 303 E St, Clarksville, TN 37042, 2 beds, 1 bath

$234,900

2 beds1 bath1,457 sq ft

303 E St, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 119 Stacker Dr, Clarksville, TN 37040, 3 beds, 1 bath

$220,000

3 beds1 bath1,398 sq ft

119 Stacker Dr, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1735 Merritt Dr, Clarksville, TN 37043, 3 beds, 2 baths

$268,700

3 beds2 baths1,876 sq ft

1735 Merritt Dr, Clarksville, TN 37043

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1716 Merritt Dr, Clarksville, TN 37043, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths2,603 sq ft

1716 Merritt Dr, Clarksville, TN 37043

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 440 N 2nd St, Clarksville, TN 37040, 4 beds, 2 baths

$434,900

4 beds2 baths2,873 sq ft

440 N 2nd St, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 945 Clark St, Clarksville, TN 37040, 3 beds, 2 baths

$215,054

3 beds2 baths1,268 sq ft

945 Clark St, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 726 Richardson St, Clarksville, TN 37040, 2 beds, 1 bath

$165,000

2 beds1 bath985 sq ft

726 Richardson St, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 417 Highland Cir, Clarksville, TN 37043, 3 beds, 1 bath

$225,000

3 beds1 bath1,509 sq ft

417 Highland Cir, Clarksville, TN 37043

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1283 Morgan Rd, Clarksville, TN 37040, 3 beds, 2 baths

$459,900

3 beds2 baths2,427 sq ft

1283 Morgan Rd, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1436 River Rd, Clarksville, TN 37040, 3 beds, 2.5 baths

$625,000

3 beds2.5 baths2,018 sq ft

1436 River Rd, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 19 Chestnut Dr, Clarksville, TN 37042, 3 beds, 1 bath

$225,000

3 beds1 bath1,300 sq ft

19 Chestnut Dr, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 266 Denny Rd, Clarksville, TN 37043, 3 beds, 2 baths

$299,000

3 beds2 baths1,318 sq ft

266 Denny Rd, Clarksville, TN 37043

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 350 Port Royal Rd, Clarksville, TN 37040, 4 beds, 1 bath

$350,000

4 beds1 bath2,500 sq ft

350 Port Royal Rd, Clarksville, TN 37040

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 172 Hadley Dr, Clarksville, TN 37042, 2 beds, 1 bath

$199,900

2 beds1 bath957 sq ft

172 Hadley Dr, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 3350 Kirkwood Rd, Clarksville, TN 37043, 3 beds, 1 bath

$839,000

3 beds1 bath1,620 sq ft

3350 Kirkwood Rd, Clarksville, TN 37043

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 10 Bunker Hill Rd, Clarksville, TN 37042, 3 beds, 1 bath

$230,000

3 beds1 bath1,333 sq ft

10 Bunker Hill Rd, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 21 Concord Dr, Clarksville, TN 37042, 3 beds, 1 bath

$215,000

3 beds1 bath1,333 sq ft

21 Concord Dr, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 9 Lealand Dr, Clarksville, TN 37042, 3 beds, 1 bath

$234,900

3 beds1 bath1,376 sq ft

9 Lealand Dr, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 6 E Bel Air Blvd, Clarksville, TN 37042, 3 beds, 1 bath

$199,900

3 beds1 bath1,405 sq ft

6 E Bel Air Blvd, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 203 Rebecca Ln, Clarksville, TN 37042, 4 beds, 2 baths

$230,000

4 beds2 baths1,426 sq ft

203 Rebecca Ln, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1761 Woodlawn Rd, Clarksville, TN 37042, 2 beds, 1 bath

$270,000

2 beds1 bath1,486 sq ft

1761 Woodlawn Rd, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 43 Chestnut Dr, Clarksville, TN 37042, 2 beds, 1 bath

$180,000

2 beds1 bath750 sq ft

43 Chestnut Dr, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 24 Maple St, Clarksville, TN 37042, 2 beds, 1 bath

$192,000

2 beds1 bath750 sq ft

24 Maple St, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 37 Maple St, Clarksville, TN 37042, 2 beds, 1 bath

$195,000

2 beds1 bath744 sq ft

37 Maple St, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 2082 Skyview Cir, Clarksville, TN 37042, 4 beds, 1 bath

$244,900

4 beds1 bath1,556 sq ft

2082 Skyview Cir, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 311 Beech St, Clarksville, TN 37042, 6 beds, 3 baths

$490,000

6 beds3 baths3,300 sq ft

311 Beech St, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 418 Market St, Clarksville, TN 37042, 2 beds, 1.5 baths

$230,000

2 beds1.5 baths1,000 sq ft

418 Market St, Clarksville, TN 37042

Listing provided by REALTRACS as Distributed by MLS Grid

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Vintage Homes for Sale in Montgomery County

There are currently 88 vintage homes for sale in Montgomery County at a median listing price of $346K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Montgomery County stay on the market for 69 days and receive 1 offers. This map is refreshed with the newest listings in Montgomery County every 15 minutes.

In the past month, 362 homes have been sold in Montgomery County. In addition to houses in Montgomery County, there were also 44 condos, 109 townhouses, and 34 multi-family units for sale in Montgomery County last month. Find your dream home in Montgomery County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Montgomery County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Montgomery County. If you're looking to sell your home in the Montgomery County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Montgomery County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Based on information submitted to the MLS GRID as of Sat Sep 19 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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